Islamorada, FL Homes

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  /44

  $850,000

  Sold Feb 23, 2026

  166 Airstream Ln, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft
  • Built 1967

  Last Sold Summary

  • 3% Below List Price
  • $697/SF
  • 7 Days On Market

  Last Listing Agent Ashley Lindmar, Realtor Coldwell Banker Schmitt Islamorada

  166 Airstream Ln, Tavernier, FL 33070
• 

  

  

  /50

  Est $1,132,985

  Not Listed For Sale

  87851 Old Hwy Unit K-24 & 35ft. Boat Sl, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1989

  87851 Old Hwy Unit K-24 & 35ft. Boat Sl, Islamorada, FL 33036

  Last Sold Summary

  • 85 Days On Market

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada
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  /62

  $750,000

  $673K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft

  87200 Overseas Hwy Unit 9, Islamorada, FL 33036

  All NEW NEXT TO MARINA & POOL Stunning Islamorada 3 full bedrooms 2 brand new bathrooms plus oversized loft with additional queen and three twin beds. This Townhouse has ALL NEW kitchen, new bar, new built-ins, new custom fishing closet & storage, brand new 4 ton AC unit, 2 brand new Bathrooms with showers, new extended loft area, new full size Washer/Dryer, new BBQ area with new patio chicago

  Ivette Agusti Premier Properties

  87200 Overseas Hwy Unit 9, Islamorada, FL 33036
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  /2

  $540,000

  Sold Jan 30, 2026

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,365 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $396/SF
  • 74 Days On Market

  Current Estimated Value $650,652

  Last Listing Agent Chantell Gonzalez Mia Realty, Corp.

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036
• 

  

  /2

  Est $690,119

  Not Listed For Sale

  500 Burton Dr Unit 4406, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft
  • Built 1991

  500 Burton Dr Unit 4406, Tavernier, FL 33070
• 

  

  /36

  $5,999,000

  $996K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft

  75131 Overseas Hwy, Islamorada, FL 33036

  Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering consists of one 100' lot, vacant with TDR & contiguously, a 100' lot with a triplex apartment building (3 TDRs),.This gives you endless possibilities for redevelopment of the property. The vacant lot has an additional 200' of bay bottom. Fantastic 180° ocean views make for gorgeous sunrises on the naturally sandy beaches.

  Randy Selden Century 21 Circle- Islamorada

  75131 Overseas Hwy, Islamorada, FL 33036
• 

  $740,000

  Sold Nov 03, 2025

  500 Burton Dr Unit 4411, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Below List Price
  • $880/SF
  • 65 Days On Market

  Current Estimated Value $750,967

  Last Listing Agent Diego Sosa Lifestyle International Realty

  500 Burton Dr Unit 4411, Tavernier, FL 33070
• 

  /2

  Est $671,266

  Not Listed For Sale

  140 Coral Ave, Tavernier, FL 33070

  • 2 Beds
  • 1 Bath
  • 1,156 Sq Ft
  • Built 1985

  140 Coral Ave, Tavernier, FL 33070
• 

  

  /62

  $14,990,000

  New Construction $1M PRICE DROP

  • 6 Beds
  • 9 Baths
  • 7,590 Sq Ft

  88351 Old Hwy, Tavernier, FL 33070

  Newly completed in 2025, this exceptional oceanfront estate is located in the heart of The Florida Keys on the premier ocean side of Islamorada. A gated entry welcomes you through lush tropical landscaping and a diverse fruit-tree grove, setting a private and refined arrival. Set on over 2 usable acres with 210 feet of private sandy beachfront and a protected cove, the residence spans 7,590

  88351 Old Hwy, Tavernier, FL 33070
• 

  

  /29

  $1,415,000

  Sold Mar 18, 2026

  105 Caloosa St, Tavernier, FL 33070

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1975

  Last Sold Summary

  • 9% Below List Price
  • $1,263/SF
  • 138 Days On Market

  Current Estimated Value $1,423,345

  Last Listing Agent William Pope Coastal Realty of the Florida Keys

  105 Caloosa St, Tavernier, FL 33070
• 

  Est $3,317,989

  Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 3,574 Sq Ft
  • Built 1983

  Unlisted Address

  Last Sold Summary

  • 111 Days On Market

  Last Listing Agent Kelly Shaw American Caribbean Real Estate
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  /24

  $650,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  115 Fontaine Dr, Tavernier, FL 33070

  ONE OF THE LOWEST PRICED HOMES IN THE VILLAGE OF ISLAMORADA!Charming Home in a desirable Plantation Key Subdivision!This well-maintained Sheffield Steel home offers excellent curb appeal with lush, tropical landscaping. Inside, enjoy an open-concept layout with two bedrooms and two bathrooms, highlighted by beautiful Dade County Pine ceilings and an abundance of natural lighting. Step out

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  115 Fontaine Dr, Tavernier, FL 33070
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  /47

  $2,000,000

  Sold May 13, 2026

  102 Harbor Dr, Tavernier, FL 33070

  • 4 Beds
  • 3 Baths
  • 1,600 Sq Ft
  • Built 1985

  Last Sold Summary

  • 17% Below List Price
  • $1,250/SF
  • 63 Days On Market

  Current Estimated Value $2,006,378

  Last Listing Agent Ray and Jenise Hinds The Keyes Company

  102 Harbor Dr, Tavernier, FL 33070
• 

  /2

  Est $255,881

  Not Listed For Sale

  40 High Point Rd Unit A101, Tavernier, FL 33070

  • 1 Bed
  • 1 Bath
  • 895 Sq Ft
  • Built 1974

  40 High Point Rd Unit A101, Tavernier, FL 33070
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  /101

  $25,000,000

  • 7 Beds
  • 10 Baths
  • 8,288 Sq Ft

  82768 Overseas Hwy, Islamorada, FL 33036

  Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly four acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the

  Gonzalo Del Negro Ocean Sothebys Intl Realty

  82768 Overseas Hwy, Islamorada, FL 33036
• 

  $1,400,000

  Sold Oct 16, 2025

  87851 Old Hwy Unit M26, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $778/SF
  • 297 Days On Market

  Current Estimated Value $1,398,526

  Last Listing Agent Will Langley Langley Knight Gardner Islamorada

  87851 Old Hwy Unit M26, Islamorada, FL 33036
• 

  

  /57

  Est $791,787

  Not Listed For Sale

  88500 Overseas Hwy Unit 502, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • Built 1976

  88500 Overseas Hwy Unit 502, Tavernier, FL 33070

  Last Sold Summary

  • 208 Days On Market

  Last Listing Agent Terry Canto American Caribbean Real Estate, Christie's International Real Estate
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  /38

  $625,000

  Open Thu 10AM - 12PM $74K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,179 Sq Ft

  200 Wrenn St Unit 510, Tavernier, FL 33070

  Elevated direct oceanfront living from a 5th-floor 2 bedroom 2 bath residence in Sea Gulls on Plantation Key in Islamorada. This all concrete building offers peace of mind and stunning Atlantic Ocean views from a full-length private balcony that spans the entire unit, providing water views from every room. The renovated interior is offered turnkey and ready for immediate enjoyment, ideal as a

  Karan Moeller Ocean Sotheby's International Realty

  200 Wrenn St Unit 510, Tavernier, FL 33070
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  /50

  $2,200,000

  Sold Mar 16, 2026

  193 Nautilus Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,911 Sq Ft
  • Built 1978

  Last Sold Summary

  • 8% Below List Price
  • $1,151/SF
  • 20 Days On Market

  Current Estimated Value $2,244,115

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  193 Nautilus Dr, Islamorada, FL 33036
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  /2

  Est $670,848

  Not Listed For Sale

  153 List St, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft
  • Built 1963

  153 List St, Islamorada, FL 33036
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  /65

  $6,195,000

  Open Thu 10AM - 1PM

  • 4 Beds
  • 4.5 Baths
  • 3,284 Sq Ft

  144 N Rolling Hill Rd, Tavernier, FL 33070

  Experience the ultimate Islamorada waterfront lifestyle in an exceptional contemporary custom bayfront residence, designed by its current owners, with sophisticated architecture, exceptional construction, and premier boating amenities. Perfectly positioned on a cul-de-sac to capture spectacular year-round sunsets across Florida Bay, the tri-level residence offers approx. 3,200 Sqft of living

  Karan Moeller Ocean Sotheby's International Realty

  144 N Rolling Hill Rd, Tavernier, FL 33070
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  /32

  $850,000

  Sold May 13, 2026

  113 Key Heights Dr, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • Built 1960

  Last Sold Summary

  • 8% Below List Price
  • $626/SF
  • 112 Days On Market

  Current Estimated Value $855,865

  Last Listing Agent James Maybank Coastal Realty of the Florida Keys

  113 Key Heights Dr, Tavernier, FL 33070
• 

  

  /59

  Est $1,246,278

  Not Listed For Sale

  146 Tequesta St, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1990

  146 Tequesta St, Tavernier, FL 33070

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Marilyn Bastron Better Homes and Gardens Real Estate Destinations
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  /88

  $4,500,000

  New Construction

  • 4 Beds
  • 5.5 Baths

  155 Palo de Oro Dr, Islamorada, FL 33036

  An unfinished masterpiece awaits in prestigious Venetian Shores, one of Islamorada’s most desirable waterfront communities with deep-water canals and quick access to Florida Bay and the Atlantic Ocean via Snake Creek. Elevated above flood on 100 feet of canal frontage, this solid concrete home features a striking concrete roofline and nearly all impact-rated windows and doors already

  Kelly Randin RE/MAX All Keys Real Estate

  155 Palo de Oro Dr, Islamorada, FL 33036
• 

  /2

  $740,000

  Sold Nov 03, 2025

  500 Burton Dr Unit 4411, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Below List Price
  • $880/SF
  • 65 Days On Market

  Last Listing Agent Diego Sosa Lifestyle International Realty

  500 Burton Dr Unit 4411, Tavernier, FL 33070
• 

  /2

  Est $1,014,363

  Not Listed For Sale

  300 El Capitan Dr Unit 2, Islamorada, FL 33036

  • 2 Beds
  • 3 Baths
  • 1,700 Sq Ft
  • Built 1974

  300 El Capitan Dr Unit 2, Islamorada, FL 33036
• 

  

  /3

  $2,000,000

  • Land
  • 17,499 Sq Ft
  • $4,978,286 per Acre

  0 Overseas Hwy, Islamorada, FL 33036

  Beautiful 100' wide oceanfront lot on Lower Matecumbe Key, Village of Islamorada. Includes bay bottom and TDR so you do not have to wait in line to start your dream home. Fantastic 180 ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings,

  Randy Selden Century 21 Circle- Islamorada

  0 Overseas Hwy, Islamorada, FL 33036
• 

  

  /46

  $248,000

  Sold Oct 17, 2025

  88500 Overseas Hwy Unit 302, Tavernier, FL 33070

  • 1 Bath
  • 398 Sq Ft
  • Built 1976

  Last Sold Summary

  • 1% Below List Price
  • $623/SF
  • 73 Days On Market

  Current Estimated Value $267,370

  Last Listing Agent Claudette Mell Century 21 Circle- Islamorada

  88500 Overseas Hwy Unit 302, Tavernier, FL 33070
• 

  

  /60

  Est $959,857

  Not Listed For Sale

  88500 Overseas Hwy Unit 506, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 1,178 Sq Ft
  • Built 1976

  88500 Overseas Hwy Unit 506, Tavernier, FL 33070

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Jonelle Kop Blue 9 Realty, Inc.
• 

  

  /59

  $750,000

  $40K PRICE DROP Under Contract

  • 5 Beds
  • 3 Baths
  • 2,197 Sq Ft

  185 Dove Lake Dr, Tavernier, FL 33070

  SELLER FINANCING AVAILABLE! Investor's Dream in Tavernier! This multi-unit property offers three income-producing units—2BR/1BA and 1bd/1ba units upstairs and 2BR/1BA unit downstairs. The downstairs unit includes access to back and side yards and multiple spacious screened porches for relaxing in the Keys breeze. The home sits on ONE LOT accompanied by a SEPARATE VACANT LOT with scenic walking

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  185 Dove Lake Dr, Tavernier, FL 33070
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  /11

  $1,303,000

  Sold Aug 10, 2026

  213 Aberdeen Ct, Key Largo, FL 33037

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1989

  Last Sold Summary

  • 7% Below List Price
  • $1,234/SF
  • 103 Days On Market

  Current Estimated Value $1,353,387

  Last Listing Agent Martha Noval RE/MAX All Keys Real Estate

  213 Aberdeen Ct, Key Largo, FL 33037
• 

  Est $330,833

  Not Listed For Sale

  325 Calusa St Unit 506, Key Largo, FL 33037

  • 2 Beds
  • 1 Bath
  • Built 2019

  325 Calusa St Unit 506, Key Largo, FL 33037

  Last Sold Summary

  • 153 Days On Market

  Last Listing Agent Anibal Perez Bella Mar Real Estate Inc
• 

  

  /16

  $619,995

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 853 Sq Ft

  88540 Overseas Hwy Unit 304, Tavernier, FL 33070

  Futura Yacht Club is the perfect Florida Keys getaway. Unit 304 is a fully furnished 2 bed, 2 bath beautifully maintained condo. The complex boasts extensive community amenities including a marina, ramp, pool, clubhouse, tennis and greenspace. With a partial Florida Bay view, come for the sunsets and stay for the lifestyle Condo has additional murphy bed and is sold fully furnished.

  88540 Overseas Hwy Unit 304, Tavernier, FL 33070
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  /33

  $1,260,000

  Sold Jun 25, 2026

  310 North Dr, Islamorada, FL 33036

  • 4 Beds
  • 2 Baths
  • 1,975 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Below List Price
  • $638/SF
  • 7 Days On Market

  Current Estimated Value $1,274,784

  Last Listing Agent The Pinder Team - Jessica & Hank Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  310 North Dr, Islamorada, FL 33036
• 

  /2

  Not Listed For Sale

  499 Beach Rd, Key Largo, FL 33037

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 2021

  499 Beach Rd, Key Largo, FL 33037
• 

  

  /29

  $999,999

  • 3 Beds
  • 3 Baths
  • 1,710 Sq Ft

  100 Iroquois Dr Unit 5, Islamorada, FL 33036

  This waterfront home offers 36 feet of dockage and a beautifully renovated interior designed for effortless Keys living. Thoughtfully updated and tastefully decorated, the home is move-in ready and ideal for full time living or weekend getaway. The layout is exceptionally well-suited for hosting and entertaining, with two bedrooms and two bathrooms on the main living level, and a large separate

  Nancy Hershoff Coldwell Banker Schmitt Real E

  100 Iroquois Dr Unit 5, Islamorada, FL 33036
• 

  

  /37

  $775,000

  Sold May 01, 2026

  20 Park Rd, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1986

  Last Sold Summary

  • 14% Below List Price
  • $692/SF
  • 83 Days On Market

  Current Estimated Value $810,106

  Last Listing Agent AJ Vetter Palm House Real Estate

  20 Park Rd, Islamorada, FL 33036
• 

  

  /52

  Est $1,206,893

  Not Listed For Sale

  125 N Hammock Rd, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 2019

  125 N Hammock Rd, Islamorada, FL 33036

  Last Sold Summary

  • 257 Days On Market

  Last Listing Agent James Mooney Jr. P.A. Moorings Realty, Inc
• 

  

  /30

  $660,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft

  500 Burton Dr Unit 4208, Tavernier, FL 33070

  This beautifully updated 2-bedroom, 2-bath D-model at Ocean Pointe is an exceptional opportunity. Featuring two private balconies-a rare and highly sought-after feature. You'll enjoy extra outdoor living space along with beautiful ocean views, tropical breezes, and breathtaking Keys sunrises.Offered fully furnished and turnkey, this condo is ideal as a vacation home, income-producing

  Jamie Gunthner Real Estate Sales Force, Inc.

  500 Burton Dr Unit 4208, Tavernier, FL 33070
• 

  

  /47

  $1,925,000

  Sold Sep 23, 2025

  275 Azalea St, Tavernier, FL 33070

  • 5 Beds
  • 3 Baths
  • 2,171 Sq Ft
  • Built 2009

  Last Sold Summary

  • 3% Below List Price
  • $887/SF
  • 31 Days On Market

  Current Estimated Value $2,001,691

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  275 Azalea St, Tavernier, FL 33070

Showing Results 161 - 200, Page 5 of 18